Beachfront vacation rentals in Sheboygan County

Newly Renovated Beach Front Home in Oostburg WI

If you are looking for a vacation get away, this is your place. If you enjoy the lake and the outdoors then this is where you want to find yourself. From our outdoor patio overlooking the lake, to the newly added outdoor shower, you can fully enjoy the outdoors. But wait, the outdoors isn’t all you have. You also have a newly renovated second floor addition that is a whole new area with plenty of seating overlooking the lake. There is a picture of the view included in the photos for the listing.

Beach House

This guesthouse is detached from the main house, comes with garage parking and has all the amenities you need including a wood-burning fire place! Towels, bath tissue, soaps & travel items. AC Window Unit. Kitchen includes pots/pans, dishes, mugs/glasses, coffee pot, toaster & microwave. Paper goods. New appliances/new water heater in 2020. Stairs to the apartment are on the northeast corner of the garage. The beach is steps away with a fire pit, boat house lounge, kayaks, beach toys & bicycles.

Valentine's Day Celebration- With outdoor Hot Tub!

Enjoy Valentines Day or week for couples at this Beautifully updated beach house just one block from the Lake. Enjoy the backyard with pergola & 2-6 person Hot Tub ALL WINTER! Watch the sunrise & sunset from the second floor master balcony. Walk to the lake across the street and walk the beach. Close to downtown and parks. This three bedroom home will impress. Tastefully decorated seasonally. Large bathroom w/deep soaking tub. For treasure hunters, a Metal detector for family fun at the beach.

Lake Michigan Beach Home by Frank Lloyd Wright pro

Beautiful view and sand beach on Lake Michigan, completely private, surrounded by mature white pine trees and cedar trees. The spacious home is fully equipped with an "eat in" kitchen, dining room, and living room entertainment space, den with a see-through log-fired fireplace, screened-in porch to accommodate additional eating space, large outdoor deck with grill and fire pit. A canoe and a row boat are available for the boating enthusiast, with life jackets and other floating devices.

Forested Lake Michigan cabin w/ beach access

Welcome to a peaceful lakeside cabin where winter quiet and fireside comfort set the tone for your stay. Tucked along Lake Michigan, this waterfront retreat offers space to gather, unwind, and enjoy nature. - Sleeps 8 | 3 bedrooms + den | 5 beds | 2 baths - Waterfront w/ private beach access & lake access - Wood-burning indoor fireplace & outdoor fire pit - Large backyard w/ outdoor playground - Full kitchen, washer & dryer - Beach essentials (seasonal) & long-term stays allowed

Shamba on the Lake, Oostburg, WI

Large guest home , in a rustic setting, on a peaceful 2-acre wooded lot (only 5 homes on a very private road) on Lake Michigan with a large private beach a few feet from the deck. . Magnificent panoramic view, amazing sunrises, serene twilights ,and magical star-studded night skies. A slice of Paradise you must experience. Located a mile from I43, 40 minutes from downtown Milwaukee, 20 mins. from golf courses in Kohler, 30 mins. from Road America in Elkhart Lake...

Beachside Lake View - 2br - First Floor - Garage

Located just one lot in from the beautiful shores or Lake Michigan. Amazing location provides year round stunning views . This is a lower 2 bedroom 1 bath condo in a 4unit building were all the units have the same basic layout. You can listen to the waves or walk just a few feet and have the sand on your feet. This condo features front and rear balconies. Makes for a great place to enjoy a weekend get away or a place to relax at night while on a business trip.

Beachfront getaway in Sheboygan

One of the few homes in Sheboygan that walks out onto the sands of Lake Michigan, this 3 bedroom/ 2 bath home is meant for total relaxation and fun. The open kitchen, dining and living room is full of light from the sliding glass doors on the back of the house, which access a deck and a large back yard. Upstairs is a spacious loft with a pull out couch. Fire pit in the back yard. Just steps from a playground at King Park. Amazing sunrises, worth waking up for.

Waterfront condo w/ lake view & beach access

Welcome to a peaceful lakeside condo where winter views and cozy evenings set the tone for your stay. This upper-level retreat offers comfort, space, and easy access to Lake Michigan: - Sleeps 5 | 2 bedrooms | 4 beds | 1 bath - Waterfront location w/ shared beach access - Lake view from front & rear private balconies - Electric fireplace & 65" HDTV w/ Roku - Kitchen, bathroom essentials & in-unit laundry - Dedicated workspace & free parking

Wandering Waves | Beachfront Lake Michigan Stay!

Wandering Waves by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Wake up to sweeping Lake Michigan views in this stylish 2BR/2BA beachfront condo! Just steps from the sand, you’ll enjoy sunrise mornings, wave-filled nights, and unbeatable beach access. Inside, a modern open layout offers a fully equipped kitchen, cozy living area, and private patio with serene water views.

Carriage House Sheboygan, Lake Mich beach access!

The Carriage House is the perfect getaway. Located in a beautiful historic neighborhood with Lake Michigan public beach access across the street, 100 yards away. Ideal for a family of four or an individual in town for business. Amenities have been thoughtfully placed to create the most comfortable and convenient stay for guests. We pride ourselves on ensuring you enjoy your stay with us and guarantee you'll love the neighborhood!

Ellis district retreat w/ patio & lake access

Welcome to a warm and welcoming home near Lake Michigan, perfect for relaxed stays in any season and easy access to downtown Sheboygan. - Sleeps 8 | 3 bedrooms | 4 beds | 2.5 baths - Entire home in the Ellis Historic District - Electric fireplace & bright open living space - Fully equipped kitchen & dining table - Private patio & backyard, BBQ grill - Bikes & beach essentials included